ID: ALA368795

Max Phase: Preclinical

Molecular Formula: C35H53N9O15

Molecular Weight: 839.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N(O)CCC[C@H](NC(=O)[C@H](CCCN(O)C(C)=O)NC(=O)[C@@H](N)CCCN(O)C(C)=O)C(=O)N[C@@H](C(=O)NC1C(=O)N(OCC(=O)O)[C@H]1C)c1ccc(O)cc1

Standard InChI:  InChI=1S/C35H53N9O15/c1-19-29(35(55)44(19)59-18-28(49)50)39-34(54)30(23-11-13-24(48)14-12-23)40-33(53)27(10-7-17-43(58)22(4)47)38-32(52)26(9-6-16-42(57)21(3)46)37-31(51)25(36)8-5-15-41(56)20(2)45/h11-14,19,25-27,29-30,48,56-58H,5-10,15-18,36H2,1-4H3,(H,37,51)(H,38,52)(H,39,54)(H,40,53)(H,49,50)/t19-,25-,26-,27-,29?,30+/m0/s1

Standard InChI Key:  REFAXPMFIMNBJU-KLYVZZSNSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 839.86

Molecular Weight (Monoisotopic): 839.3661

AlogP: -2.37

#Rotatable Bonds: 24

Polar Surface Area: 351.11

Molecular Species: ACID

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.41

CX Basic pKa: 8.22

CX LogP: -7.05

CX LogD: -7.30

Aromatic Rings: 1

Heavy Atoms: 59

QED Weighted: 0.03

Np Likeness Score: 0.21

References

1. Dolence EK, Minnick AA, Lin CE, Miller MJ, Payne SM..  (1991)  Synthesis and siderophore and antibacterial activity of N5-acetyl-N5-hydroxy-L-ornithine-derived siderophore-beta-lactam conjugates: iron-transport-mediated drug delivery.,  34  (3): [PMID:1825850] [10.1021/jm00107a014]

Source

Source(1):

• Scientific Literature